33863-77-3

Basic information

• Product Name: 4-methyl-N-[(4-methylphenyl)methyl]aniline
• Synonyms: 4-methyl-N-[(4-methylphenyl)methyl]aniline
• CAS NO: 33863-77-3
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.30218
• Mol File: 33863-77-3.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 336.2°Cat760mmHg
• Flash Point: 163.4°C
• Appearance: /
• Density: 1.045g/cm³
• Vapor Pressure: 0.000114mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 4-methyl-N-[(4-methylphenyl)methyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-[(4-methylphenyl)methyl]aniline(33863-77-3)
• EPA Substance Registry System: 4-methyl-N-[(4-methylphenyl)methyl]aniline(33863-77-3)

Safety Data

• Hazardous Substances Data: 33863-77-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H17N/c1-12-3-7-14(8-4-12)11-16-15-9-5-13(2)6-10-15/h3-10,16H,11H2,1-2H3

Upstream product

• 2101-86-2 p-methylazidobenzene 
• 106-42-3 para-xylene 
• 589-18-4 4-Methylbenzyl alcohol 
• 106-49-0 p-toluidine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 104-87-0 4-methyl-benzaldehyde 
• 64-17-5 ethanol 
• 16979-20-7 N-(4-methylbenzylidene)-4-methylaniline 
• 67-56-1 methanol 
• 106-43-4 para-chlorotoluene 
• 104-84-7 para-methylbenzylamine 
• 16814-17-8 N-(p-methylbenzyl)hydroxylamine 
• 5720-05-8 4-methylphenylboronic acid 
• 3235-02-7 p-methylbenzaldehyde oxime 

Downstream Products

• 127598-71-4 N-(4-methylbenzyl) N-(2-cyanoethyl)-4-methylaniline 
• 1228434-92-1 N-allyl-N-(4-methylbenzyl)-4-methylaniline 
• 1260213-75-9 N-(4-methylphenyl)-N-(4-methylbenzyl)-N'-tosylacetamidine 
• 857471-34-2 diethyl (p-tolyl(p-tolylamino)methyl)phosphonate 
• 394240-16-5 2-(4-methylphenyl)-4-phenyl-6-methylquinoline 
• 1422969-33-2 N¹,N⁴-bis(4-methylbenzyl)-N¹,N⁴-bis(4-methylbenzyl)fumaramide 
• 118072-35-8 3-(2-Dimethylaminomethyl-4-methyl-phenylamino)-propionitrile 
• 104-87-0 4-methyl-benzaldehyde 
• 16979-20-7 N-(4-methylbenzylidene)-4-methylaniline 
• 55245-37-9 C₁₆H₁₆ClNO 

Relevant articles and documents

Enhanced Hydride Donation Achieved Molybdenum Catalyzed Direct N-Alkylation of Anilines or Nitroarenes with Alcohols: From Computational Design to Experiment

An example of homogeneous Mo-catalyzed direct N-alkylation of anilines or nitroarenes with alcohols is presented. The DFT aimed design suggested the easily accessible bis-NHC-Mo(0) complex features a strong hydride-donating ability, achieving effective N-alkylation of anilines or challenging nitroarenes with alcohols. The enhanced hydride-donating strategy should be useful in designing highly active systems for borrowing hydrogen transformations.

Rhodium catalysts with cofactor mimics for the biomimetic reduction of CN bonds

A strategy based on the cooperation between metal and bonded cofactor mimics was applied to the transfer hydrogenation of CN bonds. We designed and synthesized a rhodium complex containing a 1,3-dimethylbenzoimidazole moiety, which could transfer hydride from a rhodium center to imine substrates in a biomimetic way. Under both transfer hydrogenation and reductive amination reaction conditions, the catalyst exhibited good selectivity towards CN bonds. With the catalyst, 34 imines were transfer hydrogenated to corresponding amines and a key intermediate of retigabine was prepared via reductive amination in a greener way. According to the NMR observations and isotope experiments, a plausible mechanism for this biomimetic reduction of CN bonds were proposed.

N-Heterocyclic Olefin-Ligated Palladium(II) Complexes as Pre-Catalysts for Buchwald–Hartwig Aminations

New N-heterocyclic olefins (NHOs) are described with functionalization on the ligand heterocyclic backbone and terminal alkylidene positions. Various PdII–NHO complexes have been formed and their use as pre-catalysts in Buchwald–Hartwig aminations was explored. The most active system for catalytic C?N bond formation between hindered arylamine and arylhalide substrates was accessed by combining a backbone methylated NHO with [Pd(cinnamyl)Cl]2 in the presence of NaOtBu as a base. In these active systems evidence suggests that catalysis is mediated by colloidal palladium metal, highlighting a different coordination ability of NHOs in comparison with commonly used N-heterocyclic carbene co-ligands.